Herbicidal compositions

1. A composition comprising:

(A) a compound of formula (I)

or a salt or N-oxide thereof, wherein

R 1 is selected from the group consisting of C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 alkoxy, C 1 -C 2 alkoxy-C 1 -C 2 alkyl, C 2 -C 4 alkenyl, C 1 -C 4 haloalkyl, cyano-C 1 -C 4 alkyl, C 2 -C 4 haloalkenyl, C 2 -C 4 alkynyl and C 2 -C 4 haloalkynyl;

R 2 is selected from the group consisting of hydrogen, halogen, cyano, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 1 -C 3 haloalkoxy-C 1 -C 3 alkyl-, C 1 -C 6 alkoxy, C 1 -C 3 alkoxy-C 1 -C 3 alkyl, C 1 -C 3 alkoxy-C 1 -C 3 alkoxy-C 1 -C 3 alkyl-, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 1 -C 6 hydroxyalkyl-, C 1 -C 6 alkylcarbonyl-, —S(O) m C 1 -C 6 alkyl, amino, C 1 -C 6 alkylamino, C 1 -C 6 dialkylamino, —C(C 1 -C 3 alkyl)=N—O—C 1 -C 3 alkyl and C 2 -C 6 haloalkynyl;

G is hydrogen, or C(O)R 3 ;

R 3 is selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 alkenyl, C 1 -C 6 alkynyl, C 1 -C 6 alkyl-S—, —NR 4 R 5 and phenyl optionally substituted by one or more R 6 ;

R 4 and R 5 are independently selected from the group consisting of C 1 -C 6 alkyl and C 1 -C 6 alkoxy, or R 4 and R 5 together can form a morpholinyl ring;

R 6 is selected from the group consisting of halogen, cyano, nitro, C 1 -C 3 alkyl, C 1 -C 3 haloalky, C 1 -C 3 alkoxy and C 1 -C 3 haloalkoxy;

X and Y are each independently hydrogen, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 haloalkyl, C 1 -C 3 haloalkoxy, or halogen;

D is a substituted or unsubstituted monocyclic heteroaryl ring containing 1, 2, or 3 heteroatoms independently selected from oxygen, nitrogen and sulphur, and wherein when D is substituted it is substituted on at least one ring carbon atom with R 8 and/or on a ring nitrogen atom with R 9 ;

each R 8 is independently oxygen, hydroxyl, halogen, cyano, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 1 -C 3 haloalkoxy-C 1 -C 3 alkyl-, C 1 -C 6 alkoxy, C 1 -C 3 alkoxy-C 1 -C 3 alkyl, C 1 -C 3 alkoxy-C 1 -C 3 alkoxy-C 1 -C 3 alkyl-, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 1 -C 6 hydroxyalkyl-, C 1 -C 6 alkylcarbonyl-, C 1 -C 6 alkyl-S(O) m —, amino, C 1 -C 6 alkylamino, C 1 -C 6 dialkylamino, —C(C 1 -C 3 alkyl)=N—O—C 1 -C 3 alkyl and C 2 -C 6 haloalkynyl;

m is an integer of 0, 1, or 2; and

each R 9 is independently, C 1 -C 4 alkyl, C 3 -C 6 alkoxy, C 1 -C 2 alkoxy-C 1 -C 2 alkyl, C 2 -C 4 alkenyl, C 1 -C 4 haloalkyl, C 2 -C 4 haloalkenyl, C 2 -C 4 alkynyl or C 2 -C 4 haloalkynyl; or,

D is a substituted or unsubstituted phenyl ring (Dp),

 wherein

p denotes the point of attachment of (Dp) to the rest of the molecule;

Z 1 , Z 2 , Z 3 , Z 4 , and Z 5 are each independently selected from hydrogen, C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 haloalkyl, C 1 -C 3 haloalkoxy, or halogen;

and

W is either

 wherein

“a” denotes the point of attachment to the phenyl-pyridazinone/phenyl-pyridazine dione moiety,

“b” denotes the point of attachment to ring D,

R 10 , R 12 , R 14 and R 15 are each independently hydrogen, C 1 -C 3 alkyl, or C 1 -C 3 haloalkyl; or R 10 and R 12 together with the carbon atoms to which they are joined forma a C 3 -C 6 carbocyclic ring;

R 11 and R 13 are each independently hydrogen, halogen, C 1 -C 3 alkyl, or C 1 -C 3 haloalkyl, provided that when one of R 11 or R 13 is halogen, C 1 -C 3 alkyl or C 1 -C 3 haloalkyl, the other is hydrogen;

and

(B) one or more compounds of formula (II)

wherein,

R B11 is H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or C 4 -C 8 cycloalkyl;

R B6 is H, C 1 -C 6 alkyl, or C 1 -C 6 alkoxy;

Q B1 is an optionally substituted ring system, selected from the group consisting of phenyl, thienyl, pyridinyl, benzodioxolyl, naphthyl, naphthalenyl, benzofuranyl, furanyl, benzothiophenyl, and pyrazolyl, wherein when substituted said ring system is substituted by 1 to 3 RB 4 ;

Q B2 is an optionally substituted ring system, selected from the group consisting of phenyl, pyridinyl, benzodioxolyl, pyridinone, thiadazolyl, thiazolyl, and oxazolyl, wherein when substituted said ring system is substituted by 1 to 3 R B5 ;

each R B4 is independently halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, C 3 -C 8 cycloalkyl, cyano, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulphinyl, C 1 -C 6 alkylsulphonyl, SF 5 , NHR B8 , phenyl optionally substituted by 1-3 R B7 , or pyrazolyl optionally substituted by 1-3 R B7 ;

each R B5 is independently halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkoxy, cyano, nitro, C 1 -C 6 alkylthio, C 1 -C 6 alkylsulphinyl, or C 1 -C 6 alkylsulphonyl;

each R B7 is independently C 1 -C 6 alkyl, halogen, or C 1 -C 6 haloalkyl; and

R B8 is C 1 -C 4 alkoxycarbonyl; or an N-oxide, or a salt form thereof.

2. The composition of claim 1 , wherein W is W1 and each of R 10 , R 11 , R 12 , and R 13 is hydrogen.

3. The composition of claim 1 , wherein W is W2 and each of R 14 and R 15 is hydrogen.

4. The composition of claim 1 , wherein W is W1, R 10 and R 12 together with the carbon atoms to which they are joined form a C 3 -carbocyclic ring, and R 11 and R 13 lie in either the trans or the cis configuration and are both H.

5. The composition of claim 1 , wherein component (A) is a compound of formula (I) or a salt or N-oxide thereof, selected from the group consisting of 1.001, 1.002, 1.012, 1.018, 1.024, 1.042, 1.048, 1.054, 1.060, 1.066, 1.089, 1.095, 1.125, and 1.149 as defined in the table below:

Compound

No.

Name

Structure

1.001

4-[3-chloro-6-fluoro-2-(2- phenylethyl)pheny1]-5-hydroxy-2,6- dimethyl-pyridazin-3-one

1.002

4-[3-chloro-6-fluoro-2-[(E)- styryl]pheny1]-5-hydroxy-2,6- dimethyl-pyridazin-3-one

1.012

4-[3-chloro-2-[2-(4- chlorophenyl)ethy1]-6-fluoro-phenyl]- 5-hydroxy-2,6-dimethyl-pyridazin-3- one

1.018

4-[3-chloro-6-fluoro-2-[2-[4- (trifluoromethyl)phenyflethyl]pheny1]- 5-hydroxy-2,6-dimethyl-pyridazin-3- one

1.024

4-[3-chloro-6-fluoro-2-[2-[4- (cyano)phenyl]ethyl]pheny1]-5- hydroxy-2,6-dimethyl-pyridazin-3-one

1.042

4-[3-chloro-6-fluoro-2-[2-[6- (trifluoromethyl)-3- pyridyl]ethyl]pheny1]-5-hydroxy-2,6- dimethyl-pyridazin-3-one

1.048

4-[3-chloro-6-fluoro-2-[2-(4- fluorophenyl)ethyl]pheny1]-5- hydroxy-2,6-dimethyl-pyridazin-3-one

1.054

4-[3-chloro-6-fluoro-2-[2-(3- pyridyl)ethyl]pheny1]-5-hydroxy-2,6- dimethyl-pyridazin-3-one

1.060

4-[3-chloro-2-[2-(3,4- difluorophenyl)ethy1]-6-fluoro- pheny1]-5-hydroxy-2,6-dimethyl- pyridazin-3-one

1.066

4-[3-chloro-6-fluoro-2-[2-[2- (trifluoromethyl)phenyflethyl]pheny1]- 5-hydroxy-2,6-dimethyl-pyridazin-3- one

1.089

[5-[3-chloro-2-[2-(4- chlorophenyl)ethy1]-6-fluoro-pheny1]- 1,3-dimethyl-6-oxo-pyridazin-4-yl] methylpropanoate

1.095

[5-[3-chloro-6-fluoro-2-[2-[4- (trifluoromethyl)phenyflethyl]pheny1]- 1,3-dimethyl-6-oxo-pyridazin-4-yl] 2- methylpropanoate

1.125

[5-[3-chloro-6-fluoro-2-[2-(4- fluorophenyl)ethyl]pheny1]-1,3- dimethyl-6-oxo-pyridazin-4-yl] 2- methylpropanoate

1.149

[5-[3-chloro-6-fluoro-2-[2-(p- tolyl)ethyl]pheny1]-1,3-dimethyl-6- oxo-pyridazin-4-yl] 2- methylpropanoate

6. The composition of claim 1 , wherein component (B) is selected from the group of compounds consisting of 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 2.10, 2.11, 2.12, 2.13, 2.14, 2.15, 2.16, 2.17, and 2.18, as defined in the table below:

Compound

No.

Name

Structure

2.1

N-(2-fluorophenyl)-2-oxo-4-[3- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.2

N-(2,3-difluoropheny1)-2-oxo-4-[3- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.3

2-oxo-4-[3- (trifluoromethyl)pheny1]-N-(2,3,4- trifluorophenyl)pyrrolidine-3- carboxamide

2.4

N-(2-fluoropheny1)-1-methy1-2- oxo-4-[3- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.5

N-(2-fluorophenyl)-2-oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.6

N-(2-fluoropheny1)-1-methy1-2- oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.7

N-(2,3-difluoropheny1)-2-oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.8

N-(2,3-difluoropheny1)-1-methy1-2- oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine- 3-carboxamide

2.9

2-oxo-4-[4- (trifluoromethyl)pheny1]-N-(2,3,4- trifluorophenyl)pyrrolidine-3- carboxamide

2.10

N-(2-fluorophenyl)-4-(4- fluoropheny1)-1-methy1-2-oxo- pyrrolidine-3-carboxamide

2.11

N-(2,3-difluoropheny1)-4-(3,4- difluoropheny1)-2-oxo-pyrrolidine- 3-carboxamide

2.12

4-(3,4-difluoropheny1)-N-(2- fluorophenyl)-2-oxo-pyrrolidine-3- carboxamide

2.13

N-(2,4-difluoropheny1)-4-(3,5- difluoropheny1)-2-oxo-pyrrolidine- 3-carboxamide

2.14

N-(2,3-difluoropheny1)-4-(3- isopropylpheny1)-2-oxo- pyrrolidine-3-carboxamide

2.15

N-(2,3-difluoropheny1)-2-oxo-4[6- (trifluoromethyl)-3- pyridyl]pyrrolidine-3-carboxamide

2.16

4-(3,5-difluoropheny1)-N-[3-fluoro- 2-(trifluoromethyl)pheny1]-1- methyl-2-oxo-pyrrolidine-3- carboxamide

2.17

N-(2,4-difluoropheny1)-4-(3,5- difluoropheny1)-1-methy1-2-oxo- pyrrolidine-3-carboxamide

2.18

N-(2,3-difluoropheny1)-4-(3,5- difluoropheny1)-1-methy1-2-oxo- pyrrolidine-3-carboxamide

7. The composition of claim 1 , wherein the weight ratio of component (A) to component (B) is from 0.01:1 to 100:1.

8. The composition of claim 1 , wherein the weight ratio of component (A) to component (B) is from 0.05:1 to 20:1.

9. The composition of claim 1 , wherein the weight ratio of component (A) to component (B) is from 0.1:1 to 20:1.

10. The herbicidal composition of claim 1 , additionally comprising an agriculturally acceptable formulation adjuvant.

11. The herbicidal composition of claim 10 , further comprising at least one additional pesticide.

12. The herbicidal composition according to claim 11 , wherein the additional pesticide is a herbicide or herbicide safener.

13. A method of controlling unwanted plant growth, comprising applying (A) a compound of formula (I) as defined in claim 1 , and (B) a compound of formula (II) as defined in claim 1 , to the unwanted plants or to the locus thereof.

14. A method of controlling unwanted plant growth, comprising applying a composition of claim 1 .

15. The composition of claim 5 , wherein component (B) is selected from the group of compounds consisting of 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 2.10, 2.11, 2.12, 2.13, 2.14, 2.15, 2.16, 2.17, and 2.18, as defined in the table below:

Compound

No.

Name

Structure

2.1

N-(2-fluorophenyl)-2-oxo-4-[3- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.2

N-(2,3-difluorophenyl)-2-oxo-4-[3- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.3

2-oxo-4-[3-(trifluoromethyl)phenyl]- N-(2,3,4-trifluorophenyl)pyrrolidine- 3-carboxamide

2.4

N-(2-fluorophenyl)-1-methyl-2-oxo- 4-[3- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.5

N-(2-fluorophenyl)-2-oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.6

N-(2-fluorophenyl)-1-methyl-2-oxo- 4-[4- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.7

N-(2,3-difluorophenyl)-2-oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.8

N-(2,3-difluorophenyl)-1-methyl-2- oxo-4-[4- (trifluoromethyl)phenyl]pyrrolidine-3- carboxamide

2.9

2-oxo-4-[4-(trifluoromethyl)phenyl]- N-(2,3,4-trifluorophenyl)pyrrolidine- 3-carboxamide

2.10

N-(2-fluorophenyl)-4-(4- fluorophenyl)-1-methyl-2-oxo- pyrrolidine-3-carboxamide

2.11

N-(2,3-difluorophenyl)-4-(3,4- difluorophenyl)-2-oxo-pyrrolidine-3- carboxamide

2.12

4-(3,4-difluorophenyl)-N-(2- fluorophenyl)-2-oxo-pyrrolidine-3- carboxamide

2.13

N-(2,4-difluorophenyl)-4-(3,5- difluorophenyl)-2-oxo-pyrrolidine-3- carboxamide

2.14

N-(2,3-difluorophenyl)-4-(3- isopropylphenyl)-2-oxo-pyrrolidine-3- carboxamide

2.15

N-(2,3-difluorophenyl)-2-oxo-4-[6- (trifluoromethyl)-3- pyridyl]pyrrolidine-3-carboxamide

2.16

4-(3,5-difluorophenyl)-N-[3-fluoro-2- (trifluoromethyl)phenyl]-1-methyl-2- oxo-pyrrolidine-3-carboxamide

2.17

N-(2,4-difluorophenyl)-4-(3,5- difluorophenyl)-1-methyl-2-oxo- pyrrolidine-3-carboxamide

2.18

N-(2,3-difluorophenyl)-4-(3,5- difluorophenyl)-1-methyl-2-oxo- pyrrolidine-3-carboxamide